C6706

Z-Leu-Leu-Norvalinal

≥90% (HPLC), powder

• Synonym(s): MG115, Z-LLnV
• Empirical Formula (Hill Notation): C₂₅H₃₉N₃O₅
• CAS Number: 133407-86-0
• Molecular Weight: 461.59
• MDL number: MFCD00274411
• UNSPSC Code: 12352209
• PubChem Substance ID: 329775129
• NACRES: NA.32

Properties

• Quality Segment: 100
• assay: ≥90% (HPLC)
• form: powder
• color: white
• solubility: DMSO: soluble
• storage temp.: −20°C
• SMILES string: CCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)C=O
• InChI: 1S/C25H39N3O5/c1-6-10-20(15-29)26-23(30)21(13-17(2)3)27-24(31)22(14-18(4)5)28-25(32)33-16-19-11-8-7-9-12-19/h7-9,11-12,15,17-18,20-22H,6,10,13-14,16H2,1-5H3,(H,26,30)(H,27,31)(H,28,32)/t20-,21-,22-/m0/s1
• InChI key: QEJRGURBLQWEOU-FKBYEOEOSA-N
• Gene Information: human ... PSMA1(5682), PSMC1(5700) ; mouse ... PSMA1(26440), PSMC1(19179) ; rat ... PSMA1(29668), PSMC1(117263)

Description

Biochem/physiol Actions

Potent inhibitor of the 20S proteasome (K_i = 21 nM) and 26S proteasome (K_i = 35 nM). Cells treated with 54 μM N-CBZ-Leu-Leu-Norvalinal showed complete block of the G1/S and metaphase transitions and delayed passage through S-phase. Induces apoptosis in Rat-1 and PC12 cells, perhaps by accumulation of stabilized p53.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)